The only tip I ever got on this was for Toe 3's, and it was to take the cut from a bit further out, and maintain a super-consistent edge, and just make sure to take the trick UP not OUT, and pull w/both hands.

I've landed a handful of HS 5, but my Toes are 100%, so I need to get this figured out...

I don't know if it will help you but this just clicked for me. Hold the handle with both hands in the middle instead of spread out on the handle. I know this sounds crazy but I thought I would try it today for the first time and landed my next two in a row. I'm usually 50/50 on 5's and 1 out of 15 on 7's.

I think the most important thing you can do is pop super hard off the wake and take your time/don't spin early. I also usually do them best when I grab them because it forces you to wait to start spinning.

caleb it sounds like u need to just pop more off of the wake. Like garret said come in with a consistent cut, ride all the way up the wake, pop, then start spinning. If you start spinning off the wake u may get the rotation but not the height. Another thing that may help is come into your cut a little harder and compensate for the harder cut by really pulling the handle to your hip and keep it at your hip all the way through the spin. So try to pop then spin and if that doesnt work, cut a little harder. Hope this helps.